Determination of Subcellular Localization of Flavonol in Cultured Cells by Laser Scanning

Mukai, Rie; Terao, Junji; Shirai, Yasuhito; Saito, Naoaki; Ashida, Hitoshi

doi:10.5772/15717

Cited by 13 publications

(13 citation statements)

References 30 publications

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“…Quercetin is readily taken up by cells, but was a less potent antioxidant scavenger. It accumulates in the nucleus for, as yet, unknown reasons 32 . This localization could explain why a 10-fold higher concentration of quercetin is needed to provide a similar level of protection as Proxison against tBHP-induced toxicity.…”

Section: Discussionmentioning

confidence: 99%

“…Given that the antioxidants were similarly potent in cell-free assays, the differential protective properties of Proxison over myricetin and quercetin in cells could be due to differences in cellular uptake or subcellular localisation. To monitor intracellular uptake and localisation of the different compounds we took advantage of the endogenous fluorescence characteristics of these molecules 32,33 . Green fluorescence of Proxison, myricetin and quercetin was confirmed using a plate reader with excitation 485 nm and emission 520 nm (Supplementary Figure 2).…”

Section: Flavonoid Antioxidant Cellular Uptake and Intracellular Locamentioning

confidence: 99%

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A novel mitochondrial enriched antioxidant protects neurons against acute oxidative stress

Drummond

Davies

Lovett

et al. 2017

Preprint

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Excessive reactive oxygen species (ROS) can damage proteins, lipids, and DNA, which result in cell damage and death. The outcomes can be acute, as seen in stroke, or more chronic as observed in age-related diseases such as Parkinson's disease. Here we investigate the antioxidant ability of a novel synthetic flavonoid, Proxison (7-decyl-3-hydroxy-2-(3,4,5-trihydroxyphenyl)-4-chromenone), using a range of in vitro and in vivo approaches. We show that, while it has radical scavenging ability on par with other flavonoids in a cell-free system, Proxison is orders of magnitude more potent than natural flavonoids at protecting neural cells against oxidative stress and is capable of rescuing damaged cells. The unique combination of a lipophilic hydrocarbon tail with a modified polyphenolic head group promotes efficient cellular uptake and mitochondrial localisation of Proxison. Importantly, in vivo administration of Proxison demonstrated effective and well tolerated neuroprotection against oxidative stress in a zebrafish model of dopaminergic neuronal loss.

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Section: Discussionmentioning

confidence: 99%

Section: Flavonoid Antioxidant Cellular Uptake and Intracellular Locamentioning

confidence: 99%

A novel mitochondrial enriched antioxidant protects neurons against acute oxidative stress

Drummond

Davies

Lovett

et al. 2017

Preprint

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“…Mukai et al [32] and Sudo et al [33] reported fluorescence microscopy examined flavonoids due to their autofluorescence. Confocal images of BJ and U-118 MG cells were obtained using 80% maximum energy laser excitation and high 80% gain because of weak autofluorescence of both compounds.…”

Section: Cellular Accumulation Of Naringenin and 8-prenylnaringeninmentioning

confidence: 99%

“…The images were collected with a Olympus FV10i confocal microscope (Olympus, Tokyo, Japan) under 60× magnification using 60× water immersion lens in blue (DAPI) and green (FITC) channel with pinhole set to 1.0 confocal aperture in each channel (thickness of an optical section = 0.905 µm). Excitation and emission for flavonoids were set to 490 and 520 nm, according to Mukai et al [32] results. Confocal images were processed using ImageJ software with bio-formats plugin.…”

Section: Confocal Microscopymentioning

confidence: 99%

In Vitro Effect of 8-Prenylnaringenin and Naringenin on Fibroblasts and Glioblastoma Cells—Cellular Accumulation and Cytotoxicity

Stompor¹,

Uram²

2017

Preprint

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Gliomas are one of the most aggressive and treatment-resistant types of human cancer. One of the most promising field in gliomas cancer therapy is identification and evaluation of anticancer properties of compounds found in plants i.a. naringenin (N) and 8-prenylnaringenin (8PN). The prenyl group seem to be crucial to the anticancer activity of flavones, which may lead to enhanced cell membrane targeting and thus increased intracellular activity. Unfortunately, 8PN content in hop cones is from 10 to 100 times lower compared to other flavonoids i.e. xanthohumol. In this study we used a simple method for the synthesis of 8PN from isoxanthohumol, via O-demethylation with high, 97% of the isolated yield. Cellular accumulation and cytotoxicity of naringenin and 8-prenylnaringenin in normal (BJ) and cancer cells (U-118 MG) were also examined. Obtained data indicated that 8-prenylnaringenin exhibited higher toxicity against used cell lines than naringenin and both flavones inhibited stronger glioblastoma U-118 MG cells than normal fibroblasts. The anticancer properties of 8PN correlated with its significantly greater (37%), accumulation in glioblastoma cells than in normal fibroblasts. Additionally, naringenin indicated higher selectivity for glioblastoma as it was over 6 times more toxic for cancer than normal cells. Our results provide evidence that examined prenylated and non-prenylated flavanones have different biological activity against normal and cancer cell lines and this phenomenon may be useful in clinical practice to construct new, anticancer drugs for glioblastoma.

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“…The specificity of the probe for flavonoids was demonstrated in plants including Arabidopsis thaliana [2123] and it has, infrequently, been applied in human in vitro cell cultures. For example, apigenin (4,5,7-trihydroxyflavone) was visualized in mitochondria of monocytic leukemia (THP-1) cells [24]; quercetin and kaempferol in the nucleus of umbilical endothelial cells; and quercetin at the cell membrane in epithelial colorectal adenocarcinoma cells [7,25,26]. …”

Section: Introductionmentioning

confidence: 99%

A Method for Visualizing Fluorescence of Flavonoid Therapeutics in Vivo in the Model Eukaryote Dictyostelium Discoideum

Ferrara

Thompson

2019

BioTechniques

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Naturstoff reagent A (diphenylboric acid 2-aminoethyl ester [DPBA]) has been used historically in plant science to observe polyphenolic pigments, such as flavonoids, whose fluorescence requires enhancement to be visible by microscopy. Flavonoids are common dietary constituents and are the focus of considerable attention because of their potential as novel therapies for numerous diseases. The molecular basis of therapeutic activity is only gradually being established, and one strand of such research is making use of the social amoeba Dictyostelium discoideum. We extended the application of DPBA to flavonoid imaging in these preclinical studies, and report the first method for use of DPBA in this eukaryotic model microbe and its applicability alongside subcellular markers. This in vivo fluorescence imaging provided a useful adjunct to parallel chemical and genetic studies.

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Determination of Subcellular Localization of Flavonol in Cultured Cells by Laser Scanning

Cited by 13 publications

References 30 publications

A novel mitochondrial enriched antioxidant protects neurons against acute oxidative stress

A novel mitochondrial enriched antioxidant protects neurons against acute oxidative stress

In Vitro Effect of 8-Prenylnaringenin and Naringenin on Fibroblasts and Glioblastoma Cells—Cellular Accumulation and Cytotoxicity

A Method for Visualizing Fluorescence of Flavonoid Therapeutics in Vivo in the Model Eukaryote Dictyostelium Discoideum

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Determination of Subcellular Localization of Flavonol in Cultured Cells by Laser Scanning

Cited by 13 publications

References 30 publications

A novel mitochondrial enriched antioxidant protects neurons against acute oxidative stress

A novel mitochondrial enriched antioxidant protects neurons against acute oxidative stress

In Vitro Effect of 8-Prenylnaringenin and Naringenin on Fibroblasts and Glioblastoma Cells&mdash;Cellular Accumulation and Cytotoxicity

A Method for Visualizing Fluorescence of Flavonoid Therapeutics in Vivo in the Model Eukaryote Dictyostelium Discoideum

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In Vitro Effect of 8-Prenylnaringenin and Naringenin on Fibroblasts and Glioblastoma Cells—Cellular Accumulation and Cytotoxicity